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$151+ Cheap flights from Aspen (ASE) to Wisconsin

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — MKE
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find flight deals from Aspen to Wisconsin

Cheapest flights from Aspen to Wisconsin
Explore the most affordable flight options available from Aspen to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1112:25 pmASE - ORD
1 stop7h 56mAmerican Airlines
Sat 11/1511:46 amORD - ASE
1 stop8h 45mAmerican Airlines
Deal found 10/27$252
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:25 pmASE - ORD
1 stop6h 17mAmerican Airlines
Sun 11/165:18 amORD - ASE
1 stop7h 24mAmerican Airlines
Deal found 10/26$298
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/133:34 pmASE - ORD
1 stop6h 21mUnited Airlines
Sun 11/167:10 amORD - ASE
1 stop4h 26mUnited Airlines
Deal found 10/25$324
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/49:00 amASE - ORD
Nonstop3h 12mUnited Airlines
Sun 12/73:35 pmORD - ASE
Nonstop3h 14mUnited Airlines
Deal found 10/26$371
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/41:20 pmASE - ORD
1 stop7h 36mDelta
Sun 12/75:30 amORD - ASE
1 stop7h 07mDelta
Deal found 10/26$400
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/112:15 pmASE - MSP
1 stop8h 30mAmerican Airlines
Fri 11/76:15 amMSP - ASE
1 stop6h 29mAmerican Airlines
Deal found 10/26$409
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/111:42 pmASE - MSP
1 stop6h 17mUnited Airlines
Mon 12/155:06 pmMSP - ASE
1 stop18h 32mUnited Airlines
Deal found 10/26$447
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:33 amASE - ORD
1 stop8h 39mAmerican Airlines
Mon 12/1511:55 amORD - ASE
1 stop8h 39mAmerican Airlines
Deal found 10/27$465
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/17:21 amASE - MSP
1 stop7h 01mDelta
Mon 11/35:30 amMSP - ASE
1 stop6h 40mDelta
Deal found 10/28$469
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/125:12 pmASE - ORD
1 stop5h 47mUnited Airlines
Mon 12/155:51 pmORD - ASE
2 stops16h 10mUnited Airlines
Deal found 10/27$489
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/115:12 pmASE - ORD
1 stop5h 47mUnited Airlines
Sat 11/158:00 pmORD - ASE
2 stops17h 29mUnited Airlines
Deal found 10/27$493
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/17:21 amASE - MSN
2 stops12h 00mDelta
Wed 11/55:30 amMSN - ASE
1 stop6h 40mDelta
Deal found 10/27$504

Cheap flight deals from Aspen to Wisconsin

Keep the following information in mind while searching for Aspen to Wisconsin flight deals. Data was last updated October 28, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$252
(American Airlines)

One-way from

$151
(American Airlines)
Provider with most accurate pricing for Aspen Pitkin County-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Aspen Pitkin County-Milwaukee-Mitchell flights.
Search Deals
From Aspen Pitkin County to Wisconsin
Search Deals
One-way flight from Aspen Pitkin County to Wisconsin
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Aspen to Wisconsin that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
Use the filters below to find and compare flights from Aspen to Wisconsin that are best for you.

Fly from

Aspen

Fly to

Wisconsin

Route

Depart

Return

Price

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Tue 11/11

12:25 pm-9:21 pm

1 stop7h 56m

Chicago O'Hare Intl

Sat 11/15

11:46 am-7:31 pm

1 stop8h 45m

$252

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Fri 11/14

1:05 pm-9:56 pm

1 stop7h 51m

Chicago O'Hare Intl

Sun 11/16

5:23 am-11:21 am

1 stop6h 58m

$252

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Thu 11/13

3:34 pm-10:55 pm

1 stop6h 21m

Chicago O'Hare Intl

Sun 11/16

7:10 am-10:36 am

1 stop4h 26m

$324

AspenMilwaukee

ASE - MKE

ASEMKE

Aspen Pitkin County

Fri 3/6

2:25 pm-8:48 pm

1 stop5h 23m

Milwaukee-Mitchell

Tue 3/10

8:30 am-12:42 pm

1 stop5h 12m

$349

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Thu 3/26

3:50 pm-7:50 pm

Nonstop3h 00m

Chicago O'Hare Intl

Mon 3/30

8:45 am-11:04 am

Nonstop3h 19m

$369

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Thu 12/4

9:00 am-1:12 pm

Nonstop3h 12m

Chicago O'Hare Intl

Sun 12/7

3:35 pm-5:49 pm

Nonstop3h 14m

$371

AspenMadison

ASE - MSN

ASEMSN

Aspen Pitkin County

Fri 3/6

12:22 pm-10:38 pm

2 stops9h 16m

Madison Truax Field

Tue 3/10

4:10 pm-8:37 pm

1 stop5h 27m

$394

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Thu 12/4

1:20 pm-9:56 pm

1 stop7h 36m

Chicago O'Hare Intl

Sun 12/7

5:30 am-11:37 am

1 stop7h 07m

$400

AspenMinneapolis

ASE - MSP

ASEMSP

Aspen Pitkin County

Thu 4/2

6:00 pm-11:48 pm

1 stop4h 48m

Minneapolis St Paul

Sun 4/5

8:50 am-2:56 pm

1 stop7h 06m

$429

AspenMadison

ASE - MSN

ASEMSN

Aspen Pitkin County

Fri 3/6

2:03 pm-9:25 pm

1 stop6h 22m

Madison Truax Field

Tue 3/10

11:23 am-4:28 pm

1 stop6h 05m

$444

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 35 results
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Best time to book a flight from Aspen to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Aspen with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Aspen to Wisconsin

What is the cheapest month to book a flight from Aspen to Wisconsin?

Currently, August is the cheapest month in which you can book a flight from Aspen to Wisconsin (average of $248). Flying from Aspen to Wisconsin in March is currently the most expensive (average of $699). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Aspen to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Aspen to Wisconsin?

    Most people fly from Aspen Pitkin County (ASE) if they book a flight from Aspen to Wisconsin. Aspen Pitkin County is conveniently located just 3.5 mi from Aspen’s city center.

  • How long is the flight from Aspen to Wisconsin?

    Departing from Aspen to Wisconsin will take you 6h 21m. The distance from Aspen to Wisconsin is about 1010 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Aspen to Wisconsin?

    When deciding which route to take from Aspen to Wisconsin consider Aspen Pitkin County - Chicago O'Hare Intl, Aspen Pitkin County - Minneapolis St Paul or Aspen Pitkin County - Madison Truax Field as they are the most popular.

  • Can I find deals for flights from Aspen to Wisconsin that include hotel bookings?

    Yes. In addition to deals on Aspen to Wisconsin flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Aspen to Wisconsin?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Aspen to Wisconsin.

  • Can I find deals for business class flights from Aspen to Wisconsin?

    Yes. Cheapflights offers flight deals from Aspen to Wisconsin by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Aspen to Wisconsin?

    Currently, August is the cheapest month in which you can book a flight from Aspen to Wisconsin (average of $248). Flying from Aspen to Wisconsin in March is currently the most expensive (average of $699). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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